We analyze top real estate agents in Highwood and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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“Working with Victoria Holmes was such a wonderful experience from start to finish. She made the whole process feel effortless, and her supporting staff was just as incredible—so kind, attentive, and genuinely invested in helping us. We keep pinching ourselves because this home is absolute perfection for our family. We’re beyond grateful to Victoria and her team for making this dream a reality.”
“Kim is the best. I shared with her that I had to sell my family members home and that I had 0 experience with realty or selling a home. She made everything so easy. The sale happened within days and I had no issues. She was there to help in a stressful time for me. I highly recommend.”
“Shawn came highly recommend and did not disappoint. He has been on the ball and on my side from begining to end. His local knowledge was invaluable as a buyer moving from out of state and his follow through with vetted vendors for after the purchase smoothed the transition. Shawn Jones is a man of his word and goes above and beyond.”
“Cinny helped us sell and buy a condo at the same time and the whole experience was so smooth. From helping us list our place, going to showings with us, and answering all our concerns, I don’t know how she did it all but she was there for us. We were able to do both the selling and buying within 3 months which still amazes me how quick and easy she made this process. She was proactive in finding places and booking showings that work around our schedule. And what I really love is how well she understood what my partner and I were looking for in a home. We ended up buying the place she had suggested for us. Originally this place was not on our radar but she highly recommended us to check it out and we’re so glad we did. We’re so happy with new home and this could not have been done without Cinny!”
“John was a great Realtor many years of experience definitely knows his market. John is definitely one of the people that will get to know his sellers his clients and every time that I had any issues John always answered within an hour sometimes within minutes the funny thing is is that one day out of the blue John contacted me Wanting to know if I wanted to sell my house and I said you know I've been thinking about it cause I had a tenant in there and I have some severe medical problems and John waited and waited and waited through all the endless phone calls and follow ups. He ended up getting my business because he was patient. He waited and it took over a year of us working together to get my house on the market and it's sold in two weeks. I cannot say enough good things about John, but I do thank him for his patience and his understanding with my personal issue and I promised if he didn't give up on me, he would get the business and he got it!”
“Nancy Silwa is an experienced realtor who knows her profession. She knows, and in fact lives in the area, where I was selling my house. This was a bonus as she really had a handle on the market. She walked with me every step of the way so that I understood the process. I was selling a home I had lived in for 43 years. Nancy understood the emotional impact of this decision and gently helped me stay focused on the task at hand: sell the house. She found the perfect buyers. A young couple who will make my house their home. Knowing this made selling my home a little easier. I would and indeed have recommended Nancy to others. She is simply THE BEST!”
“I can’t recommend Emir highly enough! From start to finish, he was professional, knowledgeable, and incredibly responsive. He truly had my best interests at heart and made the entire buying process smooth and stress-free. His attention to detail and dedication went above and beyond. If you’re looking for someone who knows the market and actually cares about their clients, Emir is the one!”
“Exceptional professional and person. Meldina was so kind and supportive through the entire process of buying my first commercial purchase.”
“Jeff held the fort down while I was away for 3 weeks, during which time we had repairs done and had the house professionally cleaned. He was totally trustworthy. I cannot think of a better real estate agent.”
“Heather was a dream to work with in our home buying journey. She was very responsive, patient, and understanding of all of our needs when it came to what we wanted in a home. Her great personality and good sense of humor made her a pleasure to be around. Her knowledge and recommendations made our process smooth and painless. My wife and I highly recommend considering Heather all of your real estate needs.”
“My Wife and I were first time homebuyers in a very difficult market. Renee guided us through the process and answered any and all questions we had. We're extremely pleased with the end result and would happily work with her again in the future.”
“Antonio was always available for questions and always prompt in his replies. An ecellent experience.”
“We live in Florida and were wanting a second home in the Plainfield, Illinois area. We were not seeing too many places that were available. She showed us a few places in January online but they didn't work out for us. Since she knew what we were looking for, a condo went on the market that she thought we would be interested in. We happened to be in the Chicago area in March so we investigated the condo and sure enough we liked it and made an offer, and subsequently purchased. We were lucky that she remembered what we were looking for, and are so grateful to her for that, We also appreciated that she was not high pressure and that would have been an immediate turnoff for us. She was very helpful throughout the whole process and we would recommend her highly. Thanks again Kathy!”
“Steve is amazing! This sale was not easy, the contracted buyers were difficult but Steve negotiated for us, put us first, advocated for us, and he always presented all information. He is an agent who cares deeply about his clients and he is always working for the client not his wallet. I would refer and recommend Steve to anyone! He's absolutely amazing!”
“I had an amazing experience working with Erick when purchasing my new home. From the very beginning, he took the time to understand exactly what I was looking for and offered valuable insights into the housing market. Erick was incredibly knowledgeable, patient, and responsive, answering all my questions and guiding me through every step of the process. The process of finding the perfect home can be overwhelming, but Erick made it seamless. He was always available to schedule viewings at my convenience, and when we found the right place, he worked tirelessly to ensure my offer was competitive and that all the paperwork was handled efficiently. Thanks to Erick, I now own a home that I absolutely love. I highly recommend him to anyone looking for a dedicated and professional real estate agent.”
“Very hard worker and knowledgeable in realestate”
“The referral of Mike Frank was the best decision we made! Mike Frank is detailed, thorough, responsive and a joy to work with. He went above and beyond to deliver us the kind of customer service we could only have hoped and imagined. Results and not excuses! Thank you for this referral!”
“Tina Grzeca did a phenomenal job helping us remotely house hunt. She organized both virtual showings and quickly got physical showings scheduled when we were able to be in town. She was also exceptionally detail oriented, pointing out important considerations in the houses we toured and making sure they would meet our needs. We would highly recommend Tina Grzeca for both local and remote people looking for their next housing journey.”
“very professionel very nice helpfull available juste perfect”
“Rose was great! She patiently took the time to show me multiple properties. When we found the right one she was very helpful. I would most definitely recommend Rose to my friends and family.”
Information and statistics on the latest trends in the Highwood real estate market, updated for September 2025. *
Highwood had 4 new listings and 5 listings that went under contract in July, decreasing the area’s total available inventory to 7—down 0.0% from the previous month. Inventory is projected to have further decreased in August.
The median listing price for homes in Highwood fell 3.96% from June to July, bringing the current median listing price to $787,500. Based on projected data for August, listing prices may continue to fall.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Highwood offers residents a charming, walkable community with a vibrant downtown, diverse dining and shopping, active parks and events, and easy access to nearby amenities, delivering a welcoming, small-town feel with big-city conveniences.
Highwood entices newcomers and longtime residents alike with its dynamic culinary scene, rich cultural vibrancy, and an inviting sense of community. Situated along the North Shore, this city is celebrated for its outstanding dining destinations, from authentic Italian trattorias on Sheridan Road to acclaimed Latin American eateries, all of which shine brightest during the annual Highwood Bloody Mary Fest. Local boutiques and shops add a creative flair along the streets, while the historic Everett Theatre hosts captivating performances, fostering the arts in everyday life.
Families enjoy access to top-rated North Shore School District 112 schools, which nurture students from PreK through 8th grade, and nearby Highland Park High School for a strong secondary education. The vibrant Highwood Public Library is a beloved spot for community learning and dynamic programming, inspiring readers of every age.
Residents relish the network of parks and outdoor activities, with Everett Park providing green space for play and relaxation. With effortless Metra access and close proximity to Highland Park and the shopping, arts, and recreation found in Lake County, life in Highwood delivers both serene neighborhood charm and urban convenience.
If you’re considering a move, or preparing to list your Highwood home, Agent Pronto can match you with highly rated local agents who know the area inside and out—making your real estate journey smooth and successful.
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Highwood. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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